[2-[(4R)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]quinolin-8-yl] acetate | 429685-52-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: [2-[(4R)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]quinolin-8-yl] acetate
• CAS: 429685-52-9
• 化学式: C₂₀H₁₆N₂O₃
• 分子量: 332.359
• InChiKey: NDSXRSFWJPALNN-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  苄胺 、 [2-[(4R)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]quinolin-8-yl] acetate 以 氘代氯仿 为溶剂， 生成 N-苄基乙酰胺
  参考文献：
  名称：

  Acyl transfer of 8-acetoxy-2-oxazolinylquinoline assisted by hydrogen bonding formation

  摘要：

  A significant acceleration of acyl transfer has been achieved on 8-acetoxy-2-oxazolinylquinoline in the presence of benzylamine. Comparison of the aminolysis by the new acylating reagent with that of 8-acetoxyquinoline and 8-acetoxyquinoline-2-carbonitrile has been carried out. The results of these experiments suggest that the proximity of a supplementary basic atom to the ester group increases the participation effect of the basic site mainly by formation of a possible second hydrogen bond. The association constant of benzylamine into the basic cavity of 8-methoxy-2-oxazolinylquinoline (K-d = 80 M-1) has been measured by H-1 NMR titration experiments. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02329-2
• 作为产物：
  描述：

  D-苯甘氨醇 在 copper dichloride 作用下， 反应 2.0h， 生成 [2-[(4R)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]quinolin-8-yl] acetate
  参考文献：
  名称：

  Acyl transfer of 8-acetoxy-2-oxazolinylquinoline assisted by hydrogen bonding formation

  摘要：

  A significant acceleration of acyl transfer has been achieved on 8-acetoxy-2-oxazolinylquinoline in the presence of benzylamine. Comparison of the aminolysis by the new acylating reagent with that of 8-acetoxyquinoline and 8-acetoxyquinoline-2-carbonitrile has been carried out. The results of these experiments suggest that the proximity of a supplementary basic atom to the ester group increases the participation effect of the basic site mainly by formation of a possible second hydrogen bond. The association constant of benzylamine into the basic cavity of 8-methoxy-2-oxazolinylquinoline (K-d = 80 M-1) has been measured by H-1 NMR titration experiments. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02329-2